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Phthaloyl dichloride

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Name

Phthaloyl dichloride

EINECS 201-869-0
CAS No. 88-95-9 Density 1.427 g/cm3
PSA 34.14000 LogP 2.44460
Solubility decomposes with water Melting Point 6-12 °C(lit.)
Formula C8H4Cl2O2 Boiling Point 281.7 °C at 760 mmHg
Molecular Weight 203.025 Flash Point 135.4 °C
Transport Information UN 3265 8/PG 2 Appearance clear yellow liquid
Safety 26-36/37/39-45 Risk Codes 34
Molecular Structure Molecular Structure of 88-95-9 (Phthaloyl dichloride) Hazard Symbols CorrosiveC
Synonyms

Phthaloylchloride (6CI,8CI);1,2-Bis(chlorocarbonyl)benzene;NSC 44611;Phthalic aciddichloride;Phthalyl chloride;Phthalyl dichloride;o-Phthalic acid dichloride;Phthaloyl chloride;

Article Data 49

Phthaloyl dichloride Synthetic route

85-44-9

phthalic anhydride

88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
With phosgene; N,N-dibutylformamide In toluene at 70℃; for 7.5h; Product distribution / selectivity;97.8%
With phosgene; N-methyl-N-stearylformamide In toluene at 75℃; for 7.5h; Product distribution / selectivity;95%
With phosgene; N,N-dibutylformamide In toluene at 70℃; for 8h; Product distribution / selectivity;91%
85-44-9

phthalic anhydride

5216-25-1

4-chlorotrichloromethylbenzene

A

122-01-0

4-chloro-benzoyl chloride

B

88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
zirconium(IV) chloride at 160℃; for 6h;A 93%
B 70%
85-44-9

phthalic anhydride

A

13358-73-1

N,N-dibutylcarbamoyl chloride

B

88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
With phosgene; N,N-dibutylformamide In toluene at 70℃; for 7.5h; Product distribution / selectivity;A 0.9 %Chromat.
B 89.3%
95-47-6

o-xylene

A

933-88-0

ortho-toluoyl chloride

B

88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
Stage #1: o-xylene With ruthenium(II) chloride; C88H48Cl8Fe2N8O; oxygen at 185℃; under 10501.1 Torr;
Stage #2: With thionyl chloride Reagent/catalyst; Temperature; Pressure;
A 63.1%
B 10.1%
Stage #1: o-xylene With ruthenium(II) chloride; C88H48Cl8Fe2N8O; oxygen at 185℃; under 10501.1 Torr;
Stage #2: With thionyl chloride Reagent/catalyst; Temperature; Pressure;
A 24.1%
B 38.7%
56-23-5

tetrachloromethane

85-44-9

phthalic anhydride

88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
With zinc(II) chloride at 220 - 300℃;
85-44-9

phthalic anhydride

67-66-3

chloroform

88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
With zinc(II) chloride at 220 - 300℃;
85-44-9

phthalic anhydride

67-72-1

hexachloroethane

88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
With zinc(II) chloride at 220 - 300℃;
85-44-9

phthalic anhydride

98-07-7

Benzotrichlorid

88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
With zinc(II) chloride at 110 - 200℃;
601-70-7

3,3-dichlorophthalide

88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
at 130℃; Kinetik der Umwandlung;
durch Destillation;
at 100℃;
With hydrogenchloride
at 130℃;
13699-68-8

3-thioxo-3H-isobenzofuran-1-one

88-95-9

Phthaloyl dichloride

Conditions
ConditionsYield
With chlorine at 245℃;

Phthaloyl dichloride Specification

The Phthaloyl chloride with cas registry number of 88-95-9 belongs to the classes of acid chlorides. Its EINECS registry number is 201-869-0. Its systematic name and IUPAC name are the same which is called benzene-1,2-dicarbonyl chloride. With appearance of clear yellow liquid, this chemical is also known as 1,2-Benzenedicarbonyl dichloride; o-Phthaloyl chloride.

Physical properties about this chemical are: (1)ACD/LogP: 1.65; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.65; (4)ACD/LogD (pH 7.4): 1.65; (5)ACD/BCF (pH 5.5): 10.58; (6)ACD/BCF (pH 7.4): 10.58; (7)ACD/KOC (pH 5.5): 188.35; (8)ACD/KOC (pH 7.4): 188.35; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 34.14 Å2; (13)Index of Refraction: 1.571; (14)Molar Refractivity: 46.74 cm3; (15)Molar Volume: 142.2 cm3; (16)Surface Tension: 48.2 dyne/cm; (17)Density: 1.427 g/cm3; (18)Flash Point: 135.4 °C; (19)Enthalpy of Vaporization: 52.05 kJ/mol; (20)Boiling Point: 281.7 °C at 760 mmHg; (21)Vapour Pressure: 0.00351 mmHg at 25°C; (22)Refractive index: n20/D 1.568(lit.).

When you are using this chemical, please be cautious about it as the following:
This chemical is sensitive to moisture. It can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you feel unwell, seek medical advice immediately (show the label whenever possible.). So you'd better wear suitable protective clothing, gloves and eye/face protection when you are using it.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Cl)c1ccccc1C(Cl)=O;
(2)InChI: InChI=1/C8H4Cl2O2/c9-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H;
(3)InChIKey: FYXKZNLBZKRYSS-UHFFFAOYAB

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